allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 518975-28-5
• Molecular Formula: C₇₂H₆₆O₂₂
• Molecular Weight: 1283.3
• Mol file: 518975-28-5.mol

Synonyms:

Chemical Property of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 3 articles about allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (518975-27-4) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (518975-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 3 h / -25 - 20 °C

2: 810 mg / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1081/CAR-120016856

Reference yield:

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-L-rhamnopyranose → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (518975-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 876 mg / DBU / CH₂Cl₂ / 2 h

2: TMSOTf / CH₂Cl₂ / 3 h / -25 - 20 °C

3: 810 mg / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1081/CAR-120016856

Reference yield:

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (518975-23-0) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (518975-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1: PdCl₂; sodium acetate / acetic acid; H₂O / 12 h

2: 876 mg / DBU / CH₂Cl₂ / 2 h

3: TMSOTf / CH₂Cl₂ / 3 h / -25 - 20 °C

4: 810 mg / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; water; acetic acid;

DOI:10.1081/CAR-120016856

upstream raw materials:

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate